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Vacation rentals with a pool in Monterey Bay

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Monterey Bay

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Condo in Aptos

4.8 out of 5 average rating, 112 reviews

Seascape Resort Ocean View Studio "The View for Yo

Remodeled, upgraded studio, "The View For You," is an ocean oasis at Seascape Resort. Gorgeous views! This beautiful, ocean view unit is located in the amenity-rich Seascape Resort in Aptos, CA. Walk on the gorgeous beach, this vacation rental is perfect for a romantic getaway or a week away from it all with the family. There are 3 pools, hot tubs, Sanderling's restaurant on-site as well as restaurants and shops across the street. The beach spans for miles. Walk the grounds or enjoy the pools, beach and restaurant! This unit has a chair that folds out to twin sized bed to sleep the third person!

Home in Aptos

4.94 out of 5 average rating, 354 reviews

🍀Escape - Brand New Modern Chic Coastal Retreat🍀

Start the day snuggled up with an incredible, 180-degree unobstructed ocean view from the deck with coffee from the in-home coffee station. Take a dip in the pool overlooking the shoreline or grab some boogie boards for a day on the beach. Featured on the design website Houzz, this clean, breezy, modern seaside sanctuary features homey hardwood floors, smooth quartz counters and open floor plan living. Come relax with amazing beds + soft linens, a gourmet kitchen, and the charm of beach living.

Guest suite in Scotts Valley

4.96 out of 5 average rating, 706 reviews

Snug and Cozy between the Skyline and the Sea

Super private, peaceful, and quiet; an excellent place for the traveler who is excited about exploring the Santa Cruz mountains and coast. Completely private In-law unit with extras needed to make it cozy. Snuggled between Scotts Valley, Felton, and Santa Cruz it's near Henry Cowell Redwoods State Park, 1440 Multiversity, and Mount Hermon Conference Center yet less than an hour from Silicon Valley. The Airbnb cleaning handbook is followed making this one of the cleanest places you’ll stay at!

Guesthouse in Monte Sereno

4.98 out of 5 average rating, 413 reviews

Quiet Poolside Cottage for Solitude

New construction 800 sq. ft. Cottage 1.1 miles to downtown Los Gatos. Off-street parking for one car. Cathedral ceilings with skylight (morning sun, nightly stars). Comfortable pillow top King bed. Single bed in same space for extra guest (extra $25 for third guest/night). Kitchenette with basics. Dining table for work spaces. Pool available for guests. Jacuzzi not available. Many quiet places on property to relax. We do not accept third party reservations. Add your guests on reservation.

Condo in Aptos

4.98 out of 5 average rating, 132 reviews

Beach View Condo @ Seascape Beach Resort, Aptos CA

ONE OF THE BEST BEACH AND OCEAN VIEWS AT SEASCAPE. 2 story, 2 bedroom, 2-1/2 bath deluxe condo. Two, private balconies with whitewater and beach views and beautiful sunsets. A well equipped kitchen, a BBQ, access to 3 swimming pools and spas, a resort bar and restaurant, and easy beach l-access. Golf, fitness center and tennis are available at a reasonable cost. The Village includes a coffee shop, pizza parlor, Chinese restaurant, a grocery store, Mexican restaurant and more.

Villa in Santa Cruz

4.95 out of 5 average rating, 101 reviews

Luxury garden villa w/ hot tub and game room

Welcome to our Luxury Villa in the Santa Cruz mountains, a paradise where you can relax and make unforgettable memories. Our villa boasts a spacious patio where you can enjoy your meals surrounded by enchanting gardens. Unwind in our pool, relax in the hot tub, or challenge your friends to a game of pool on professional sized pool table, in our brand-new recreation room. The room features a beautiful handmade walnut bar, complete with a commercial ice maker, sink, and fridge.

Townhouse in Castroville

4.95 out of 5 average rating, 271 reviews

Monterey Dunes Oceanfront Beach House

The Monterey Dunes Colony is a picturesque gated community on the beach sitting between Monterey and Santa Cruz. This house features 3 bedrooms and 2 bathrooms with a beautiful ocean view and private beach access. The Master, main living area, and kitchen have beautiful views of the Pacific Ocean. You can watch dolphins and whales from the comfort of the kitchen table. Beautiful sunsets are a daily occurrence. This house is great for a large family or 2 smaller families.

Townhouse in Aptos

4.94 out of 5 average rating, 262 reviews

Fall Promo-2 Bed Ocean Front w/Pools + HotTub

Enjoy the comforts of a beach condo with the features of a luxury resort style retreat. This 2 bedroom 2.5 bathroom Villa has two balconies with incredible Ocean Views. Modern kitchen, and beach themed decor make this condo a vacation retreat you cannot miss. Plus 3 pools, heated year round! Located on 17-miles of secluded beachfront in Aptos California, south of Santa Cruz. Treat yourself to exquisite fine dining at the Sanderlings Restaurant, beach pathways and more!

Guesthouse in Los Gatos

4.97 out of 5 average rating, 941 reviews

Cabana in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, we enjoy AMAZING unobstructed views of the Entire Silicon Valley... San Francisco to Gilroy from 1700ft altitude! This private retreat is perfect for relaxing and rejuvenating, surrounded by forest, streams and wildlife! Relax in complete solitude, refresh with chemical-free, great tasting spring water and crisp clean air high above the smog of Silicon Valley! Great Hiking/Biking Trails at your backdoor!

Guesthouse in Monte Sereno

4.9 out of 5 average rating, 200 reviews

Greenwood Guest House, a Peaceful Oasis

Welcome to Greenwood Guest House, a 1 bedroom, 1 bath private house situated in a peaceful and expansive backyard with a pool, tennis court, and beautiful scenery. Our space is a good fit for business trips, couple vacations, and family visits. The kitchenette and laundry room make longer stays quite enjoyable. Easy access to Highway 17 and 85, 15 minute drive to San Jose airport (SJC) and 2 minute drives to either downtown Los Gatos or Saratoga.

Guest suite in Salinas

4.95 out of 5 average rating, 370 reviews

Cabana (ca-ba-na);a private retreat next to a pool

Located in a historical neighborhood dating to the early 1930's. The cabana has lots of natural light. Privacy walls. A private patio and entrance. The spacious cabana features a stone fireplace, a grand queen bed, large bathroom with a shower for 2. The vibe is of peace and serenity. The colors are muted and sparsely decorated. The bed sheets, pillow and mattress protectors and blanket are changed after each stay. The bath towels are warm. ZEN!

Townhouse in Castroville

4.94 out of 5 average rating, 329 reviews

28 Seconds Walk to Beach

Pacific ocean is the backyard with private beach access right from our decks in 28 seconds. One of the closest units to the beach with no mound in dunes blocking your view. You have the beach to yourself. Gated community with secluded beach, panoramic view of majestic sun sinking into the vast ocean, sound of waves pounding the sandy beach from right inside the house. 20-minute drive to Monterey Bay Aquarium, 17-mile, Carmel-by-the-sea.

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Popular amenities for Monterey Bay rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Ben Lomond

4.94 out of 5 average rating, 127 reviews

Socially Distant yet Closein; Meadow, Hot Tub, Pet

Home in Salinas

4.95 out of 5 average rating, 44 reviews

Adorable Country Cottage WITH POOL!

Home in Santa Cruz

4.97 out of 5 average rating, 29 reviews

Ls1 Alpine Zen w/pool, sauna and hot tub

Home in Santa Cruz

4.9 out of 5 average rating, 134 reviews

Santa Cruz Beach House with Pool & Spa

Home in Felton

4.92 out of 5 average rating, 60 reviews

Redwood Oasis - Private Heated Pool by State Park!

Home in Carmel Valley

4.94 out of 5 average rating, 47 reviews

Private Carmel Valley Retreat

Home in Watsonville

4.99 out of 5 average rating, 69 reviews

Old Amesti Schoolhouse mid-bay amidst farmland

Home in Aptos

4.95 out of 5 average rating, 66 reviews

Sunny Home w/Pool near Beach & Santa Cruz

Condo rentals with a pool

Condo in Aptos

4.81 out of 5 average rating, 188 reviews

Seascape Ocean View Condo

Condo in Aptos

4.97 out of 5 average rating, 116 reviews

Seascape Resort Villa Beautiful Ocean View Sleep 6

Condo in Aptos

5 out of 5 average rating, 66 reviews

Spectacular Ocean View - Ground Level - Seascape

Condo in Aptos

4.95 out of 5 average rating, 76 reviews

Royal Villa - Ocean View - Heated Pools - Seascape

Condo in Aptos

4.8 out of 5 average rating, 171 reviews

Pool and Stunning Ocean Views at Seascape Resort!

Condo in Aptos

4.85 out of 5 average rating, 178 reviews

Beach Front Villa at Seascape Resort

Condo in Aptos

4.79 out of 5 average rating, 242 reviews

Sandpiper by the Sea Condo

Condo in Aptos

5 out of 5 average rating, 42 reviews

Oceanfront Family Condo

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